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If the base station is plugged into the phone line you should be able to designate one phone as the master. That phone should be on the base station when charging. If you look in the manual it should show you how to redo the master. It's usually just pushing a button when on the station. Just takes a second. That will also enable the phone to work with the base station. It locks out any phones that haven't been physically connected to the bases. To do the second phone you may have to do a slightly differant process to register it with the bases.
you have to put the second headset in the main phone charging base( ie the base where the phone line is plugged in) for a while (at least 30 seconds) for it to register to phone then you can go on to use it and charge it in its regular charging base
Same manual as lethean provided on a similar post but Page 24 if the previously used Base is Unavailable and your phone shows "Deregistration" in the Menu.
Base Unavailable (Handset Only)
To clear the base registration data in the handset, please follow these steps:
Press and hold  and [#] for more than 5 seconds. Select the BASE UNAVAILABLE submenu.
BASE UNAVAILABLE appears. Move the cursor to select YES, and then press the OK soft key.
ARE YOU SURE? appears. Move the cursor to select YES. Press the OK soft key.
You have to register the hand set in the main base. Place each handset in the base for 15 seconds minimum. It will change form unavailable to Ready when it grabs the signal from the base. If the power goes out, you will have to re-register each hand set in the base before you use them again.
I think this may be the answer. With multiple handsets reading "Please register" and a "working" base station (w ith dial tone). If you bring the remote units to the base station and place them on hte base, they will register and stay registered after you return them to the remote base. It doesn't say this anywhere in the instructions as it gives you the impression the remotes will register from their own base.
I think your problem might be that the second handset is not registered with the base station. Take the second phone out of it's cradle and place it in the base station (where the first phone is), and leave it there for 20 seconds. Place it back in it's own cradle, and it should start working. Hope this helps! Hal